5655-61-8

Basic information

• Product Name: L-BORNYL ACETATE
• Synonyms: 1,7,7-trimethyl-,acetate,(1s-endo)-bicyclo[2.2.1]heptan-2-o;1,7,7-trimethyl-,acetate,(1S-endo)-Bicyclo[2.2.1]heptan-2-ol;Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-,acetate,(1S-endo)-;Borneol, acetate, (1S,2R,4S)-(-)-;L-alpha-bornyl acetate;Levo-bornyl acetate;BORNYL ACETATE, L-;ENDO-(1S)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPT-2-YL ACETATE
• CAS NO: 5655-61-8
• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29
• EINECS: 243-750-6
• Product Categories: Bicyclic Monoterpenes;Biochemistry;Terpenes
• Mol File: 5655-61-8.mol
• Article Data: 35

Chemical Properties

• Melting Point: 27°C
• Boiling Point: 223-224 °C(lit.)
• Flash Point: 184 °F
• Appearance: Clear colorless/Liquid
• Density: 0.984g/mL20°C
• Vapor Pressure: 0.6 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.463
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility: 62.6mg/L at 20℃
• Merck: 14,1339
• BRN: 2502036
• CAS DataBase Reference: L-BORNYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: L-BORNYL ACETATE(5655-61-8)
• EPA Substance Registry System: L-BORNYL ACETATE(5655-61-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-24/25-36-26
• RIDADR: NA 1993 / PGIII
• WGK Germany: 1
• TSCA: Yes
• Hazardous Substances Data: 5655-61-8(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 5655-61-8 differently. You can refer to the following data:
1. clear colorless liquid
2. Colorless solid; sweet herbaceous aroma.

Occurrence

Reported found in carrot, coriander, spike lavender, pine needle, rosemary, sage and valerian root.

Uses

(?)-Bornyl acetate can be used:As a key intermediate in the preparation of camphor.To prepare (?)-englerin A, an anti-cancer agent.

General Description

Produced and qualified by HWI pharma services GmbH.Exact content by quantitative NMR can be found on the certificate.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3/t9-,10+,12+/m1/s1

Upstream product

• 24393-70-2 isoborneol 
• 75-36-5 acetyl chloride 
• 464-45-9 endo-borneol 
• 64-19-7 acetic acid 
• 76-49-3 endo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetate 
• 13429-40-8 camphene hydrate 
• 464-43-7 d-borneol 
• 18172-67-3 beta-pinene 
• 177698-19-0 Beta-pinene 
• 7732-18-5 water 
• 7664-93-9 sulfuric acid 
• 90977-38-1 bornyl iodide 
• 563-63-3 silver(I) acetate 
• 108-24-7 acetic anhydride 

Downstream Products

• 76-22-2 Camphor 
• 464-43-7 borneol 
• 124-76-5 isoborneol 
• 28974-17-6 isobornyl acetate 
• 71424-71-0 iso-Bornyl acetate 
• 1346758-67-5 (S,S)-1,7,7-trimethyl-2,5-diphenylbicyclo[2.2.1]hepta-2,5-diene 
• 464-48-2 (1S)-camphor 
• 2758-63-6 (1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,5-dione 
• 10293-01-3 5-oxobornyl acetate 
• 10359-41-8 2α,5β-dihydroxybornane 
• 565-00-4 dl-camphene 
• 64-19-7 acetic acid 
• 54717-80-5 bornyl acetoacetate 
• 464-45-9 endo-borneol 

Relevant articles and documents

Solvent-free Acetylation Procedure

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Method for synthesizing bornyl acetate from turpentine

The invention discloses a method for synthesizing bornyl acetate from turpentine, which relates to the technical field of deep processing of turpentine. The preparation method comprises the followingsteps of proportioning titanium sulfate and hydroxycarboxylic acid to form a composite catalyst, mixing turpentine, acetic acid and the composite catalyst, and reacting in a stirring state, after thereaction is finished, filtering, and removing acetic acid from the filtrate to obtain a solution containing bornyl acetate, neutralizing the solution containing the bornyl acetate, and washing with water to obtain a bornyl acetate crude product, and then fractionating the crude product of the bornyl acetate to obtain the bornyl acetate. The synthesis method provided by the invention is high in catalytic activity, low in cost and high in selectivity on the borneol acetate, and does not need to use a raw material with too high pinene content.

Manganese-mediated acetylation of alcohols, phenols, thiols, and amines utilizing acetic anhydride

Manganese(II) chloride-catalyzed acetylation of alcohols, phenols thiols and amines with acetic anhydride is reported. This method is environment-friendly and economically viable as it involves inexpensive, relatively benign catalyst, mild reaction condition, and simple workup. Acetylation is performed under the solvent-free condition at ambient temperature and acetylated products obtained in good to excellent yields. Primary, secondary heterocyclic amines, and phenols with various functional groups are smoothly acetylated in good yields. This method exhibits exquisite chemoselectivity, the amino group is preferentially acetylated in the presence of a hydroxyl/thiol group.